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83-95-4 molecular structure
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4,7,8-trimethoxyfuro[2,3-b]quinoline

ChemBase ID: 119320
Molecular Formular: C14H13NO4
Molecular Mass: 259.25732
Monoisotopic Mass: 259.0844579
SMILES and InChIs

SMILES:
c12nc3c(c(c1ccc(c2OC)OC)OC)cco3
Canonical SMILES:
COc1ccc2c(c1OC)nc1c(c2OC)cco1
InChI:
InChI=1S/C14H13NO4/c1-16-10-5-4-8-11(13(10)18-3)15-14-9(6-7-19-14)12(8)17-2/h4-7H,1-3H3
InChIKey:
SLSIBLKBHNKZTB-UHFFFAOYSA-N

Cite this record

CBID:119320 http://www.chembase.cn/molecule-119320.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4,7,8-trimethoxyfuro[2,3-b]quinoline
IUPAC Traditional name
skimmianine
4,7,8-trimethoxyfuro[2,3-b]quinoline
Synonyms
4,7,8-trimethoxyfuro[2,3-b]quinoline
Chloroxylonine
Pentaphylline
7,8-Dimethoxydictamnine
Beta-Fagarine
Skimmianine
CAS Number
83-95-4
PubChem SID
162107497
PubChem CID
6760

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 6760 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 2.1843927  LogD (pH = 7.4) 2.1844711 
Log P 2.184472  Molar Refractivity 68.1626 cm3
Polarizability 28.21399 Å3 Polar Surface Area 53.72 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Pharmacology Properties Product Information Bioassay(PubChem)
Apperance
Powder expand Show data source
Mechanism of Action
Antagonist of 5-hydroxytryptamine receptors expand Show data source
Spasmolytic expand Show data source
Biological Source
Alkaloid from Skimmia japonica and more than 40 other spp. from many genera, mostly in the family Rutaceae expand Show data source
Application(s)
Antiviral expand Show data source
Diuretic expand Show data source
Protozoacide expand Show data source
Spasmolytic agent expand Show data source

DETAILS

DETAILS

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Delofeu, V. et al., J.A.C.S., 1942, 64, 2326-2338, (isol, Skimmianine)
  • • Briggs, L.H. et al., J.C.S., 1960, 2458-2460, (ir, derivs)
  • • Robertson, A.V. et al., Aust. J. Chem., 1963, 16, 451, (pmr, Skimmianine, Evoxine)
  • • Clugston, D.M. et al., Can. J. Chem., 1965, 43, 2516-2521, (ms, Skimmianine)
  • • Grundon, M.F. et al., J.C.S. Perkin 1, 1974, 2181-2184; 1975, 302-304, (biosynth, Skimmianine, Evoxine)
  • • Tillequin, F. et al., J. Nat. Prod., 1982, 45, 486-488, (Skimmianine, haplopine, 7-Isopentyloxy--fagarine)
  • • Cox, O. et al., Acta Cryst. C, 1989, 45, 1263-1265, (crysts struct, Skimmianine)
  • • Jackson, G.E. et al., Spectrosc. Lett., 1990, 23, 971-982, (pmr, cmr, Skimmianine)
  • • Chakravarty, A.K. et al., Phytochemistry, 1999, 50, 1263-1266, (isol, pmr, cmr, ms, Skimmianine)
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PATENTS

PATENTS

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INTERNET

INTERNET

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